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#1 The Philadelphia Story (1940) 100% #1 Adjusted Score: 110980% Critics Consensus: Offering a wonderfully witty script, spotless direction from George Cukor, and typically excellent lead performances, The Philadelphia Story is an unqualified classic. Synopsis: This classic romantic comedy focuses on Tracy Lord (Katharine Hepburn), a Philadelphia socialite who has split from her husband, C.K.... [More] Starring: Cary Grant, Katharine Hepburn, James Stewart, Ruth Hussey Directed By: George Cukor #2 The Lady Eve (1941) 99% #2 Adjusted Score: 110569% Critics Consensus: A career highlight for Preston Sturges, The Lady Eve benefits from Barbara Stanwyck and Henry Fonda's sparkling chemistry -- and a script that inspired countless battle-of-the-sexes comedies. Synopsis: It's no accident when wealthy Charles (Henry Fonda) falls for Jean (Barbara Stanwyck). Jean is a con artist with her... [More] Starring: Barbara Stanwyck, Henry Fonda, Charles Coburn, Eugene Pallette Directed By: Preston Sturges #3 The Shop Around the Corner (1940) 99% #3 Adjusted Score: 109275% Critics Consensus: Deftly directed by Ernst Lubitsch from a smart, funny script by Samson Raphaelson, The Shop Around the Corner is a romantic comedy in the finest sense of the term. Synopsis: Alfred Kralik (James Stewart) and Klara Novak (Margaret Sullavan) are employees at Matuschek and Company, a general store in Budapest.... [More] Starring: Margaret Sullavan, James Stewart, Frank Morgan, Joseph Schildkraut Directed By: Ernst Lubitsch #4 His Girl Friday (1940) 99% #4 Adjusted Score: 109850% Critics Consensus: Anchored by stellar performances from Cary Grant and Rosalind Russell, His Girl Friday is possibly the definitive screwball romantic comedy. Synopsis: When hard-charging New York newspaper editor Walter Burns discovers that his ex-wife, investigative reporter Hildy Johnson, has gotten engaged to... [More] Starring: Cary Grant, Rosalind Russell, Ralph Bellamy, Gene Lockhart Directed By: Howard Hawks #5 It Happened One Night (1934) 98% #5 Adjusted Score: 116830% Critics Consensus: Capturing its stars and director at their finest, It Happened One Night remains unsurpassed by the countless romantic comedies it has inspired. Synopsis: In Frank Capra's acclaimed romantic comedy, spoiled heiress Ellie Andrews (Claudette Colbert) impetuously marries the scheming King Westley, leading her... [More] Starring: Claudette Colbert, Clark Gable, Walter Connolly, Roscoe Karns Directed By: Frank Capra #6 The Big Sick (2017) 98% #6 Adjusted Score: 119198% Critics Consensus: Funny, heartfelt, and intelligent, The Big Sick uses its appealing leads and cross-cultural themes to prove the standard romcom formula still has some fresh angles left to explore. Synopsis: Kumail is a Pakistani comic, who meets an American graduate student named Emily at one of his stand-up shows. As... [More] Starring: Kumail Nanjiani, Zoe Kazan, Holly Hunter, Ray Romano Directed By: Michael Showalter #7 Broadcast News (1987) 98% #7 Adjusted Score: 101744% Critics Consensus: Blockbuster dramatist James L. Brooks delivers with Broadcast News, fully entertaining with deft, deep characterization. Synopsis: Intelligent satire of American television news. A highly strung news producer finds herself strangely attracted to a vapid anchorman even... [More] Starring: William Hurt, Albert Brooks, Holly Hunter, Robert Prosky Directed By: James L. Brooks #8 Say Anything... (1989) 98% #8 Adjusted Score: 101147% Critics Consensus: One of the definitive Generation X movies, Say Anything... is equally funny and heartfelt -- and it established John Cusack as an icon for left-of-center types everywhere. Synopsis: In a charming, critically acclaimed tale of first love, Lloyd (John Cusack), an eternal optimist, seeks to capture the heart... [More] Starring: John Cusack, Ione Skye, John Mahoney, Lili Taylor Directed By: Cameron Crowe #9 The Princess Bride (1987) 97% #9 Adjusted Score: 102713% Critics Consensus: A delightfully postmodern fairy tale, The Princess Bride is a deft, intelligent mix of swashbuckling, romance, and comedy that takes an age-old damsel-in-distress story and makes it fresh. Synopsis: A fairy tale adventure about a beautiful young woman and her one true love. He must find her after a... [More] Starring: Cary Elwes, Robin Wright, Mandy Patinkin, Chris Sarandon Directed By: Rob Reiner #10 Bull Durham (1988) 97% #10 Adjusted Score: 101667% Critics Consensus: Kevin Costner is at his funniest and most charismatic in Bull Durham, a film that's as wise about relationships as it is about minor league baseball. Synopsis: In Durham, N.C., the Bulls minor league baseball team has one asset no other can claim: a poetry-loving groupie named... [More] Starring: Kevin Costner, Susan Sarandon, Tim Robbins, Trey Wilson Directed By: Ron Shelton #11 Annie Hall (1977) 97% #11 Adjusted Score: 107915% Critics Consensus: Filled with poignant performances and devastating humor, Annie Hall represents a quantum leap for Woody Allen and remains an American classic. Synopsis: Comedian Alvy Singer (Woody Allen) examines the rise and fall of his relationship with struggling nightclub singer Annie Hall (Diane... [More] Starring: Woody Allen, Diane Keaton, Tony Roberts, Carol Kane Directed By: Woody Allen #12 The Half of It (2020) 97% #12 Adjusted Score: 103021% Critics Consensus: For viewers in search of an uncommonly smart, tender, and funny coming-of-age story, The Half of It has everything. Synopsis: A shy, introverted student helps the school jock woo a girl whom, secretly, they both want.... [More] Starring: Leah Lewis, Daniel Diemer, Alexxis Lemire, Enrique Murciano Directed By: Alice Wu #13 Four Weddings and a Funeral (1994) 96% #13 Adjusted Score: 100041% Critics Consensus: While frothy to a fault, Four Weddings and a Funeral features irresistibly breezy humor, and winsome performances from Hugh Grant and Andie MacDowell. Synopsis: Lovable Englishman Charles (Hugh Grant) and his group of friends seem to be unlucky in love. When Charles meets a... [More] Starring: Hugh Grant, Andie MacDowell, Kristin Scott Thomas, Simon Callow Directed By: Mike Newell #14 I'm Your Man (2021) 96% #14 Adjusted Score: 102229% Critics Consensus: With a thought-provoking concept brought to humorous life by a pair of well-matched leads, I'm Your Man is an AI rom-com whose intelligence is anything but artificial. Synopsis: In order to obtain funds for her research, Alma (Maren Eggert) is persuaded to participate in an extraordinary study. For... [More] Starring: Dan Stevens, Maren Eggert, Sandra Hüller, Hans Löw Directed By: Maria Schrader #15 The Worst Person in the World (2021) 96% #15 Adjusted Score: 106665% Critics Consensus: The Worst Person in the World concludes Joachim Trier's Oslo Trilogy with a romantic comedy that delightfully subverts the genre's well-worn tropes. Synopsis: The Worst Person in the World is a modern dramedy about the quest for love and meaning in contemporary Oslo.... [More] Starring: Anders Danielsen Lie, Maria Grazia Di Meo, Renate Reinsve, Herbert Nordrum Directed By: Joachim Trier #16 To All the Boys I've Loved Before (2018) 96% #16 Adjusted Score: 98603% Critics Consensus: To All the Boys I've Loved Before plays by the teen rom-com rules, but relatable characters and a thoroughly charming cast more than make up for a lack of surprises. Synopsis: A teenage girl's love letters are exposed and wreak havoc on her life.... [More] Starring: Lana Condor, John Corbett, Noah Centineo, Emilija Baranac Directed By: Susan Johnson #17 Spontaneous (2020) 96% #17 Adjusted Score: 99518% Critics Consensus: A dark teen comedy with an explosive twist, Spontaneous reaffirms Katherine Langford as a rising star -- and marks debuting director Brian Duffield as a filmmaker to watch. Synopsis: When students in their high school inexplicably start to explode, seniors Mara and Dylan struggle to survive in a world... [More] Starring: Katherine Langford, Charlie Plummer, Yvonne Orji, Hayley Law Directed By: Brian Duffield #18 Roman Holiday (1953) 95% #18 Adjusted Score: 101339% Critics Consensus: With Audrey Hepburn luminous in her American debut, Roman Holiday is as funny as it is beautiful, and sets the standard for the modern romantic comedy. Synopsis: Overwhelmed by her suffocating schedule, touring European princess Ann (Audrey Hepburn) takes off for a night while in Rome. When... [More] Starring: Gregory Peck, Audrey Hepburn, Eddie Albert, Tullio Carminati Directed By: William Wyler #19 City Lights (1931) 95% #19 Adjusted Score: 101732% Critics Consensus: One of the best underdog romance movies ever, with an ending that will light up any heart. Synopsis: A hapless but resilient tramp (Charlie Chaplin) falls in love with a blind flower girl (Virginia Cherrill) on the tough... [More] Starring: Charlie Chaplin, Virginia Cherrill, Harry Myers, Hank Mann Directed By: Charlie Chaplin #20 The Artist (2011) 95% #20 Adjusted Score: 107169% Critics Consensus: A crowd-pleasing tribute to the magic of silent cinema, The Artist is a clever, joyous film with delightful performances and visual style to spare. Synopsis: In the 1920s, actor George Valentin (Jean Dujardin) is a bona fide matinee idol with many adoring fans. While working... [More] Starring: Jean Dujardin, Bérénice Bejo, John Goodman, James Cromwell Directed By: Michel Hazanavicius #21 Enough Said (2013) 95% #21 Adjusted Score: 102173% Critics Consensus: Wryly charming, impeccably acted, and ultimately quite bittersweet, Enough Said is a grown-up movie in the best possible way. Synopsis: Eva (Julia Louis-Dreyfus), a divorced single parent, seems generally happy but dreads her daughter's departure for college. Unexpectedly, Eva begins... [More] Starring: Julia Louis-Dreyfus, James Gandolfini, Catherine Keener, Toni Collette Directed By: Nicole Holofcener #22 Appropriate Behavior (2014) 95% #22 Adjusted Score: 96562% Critics Consensus: Warm, funny, and quietly profound, Appropriate Behavior serves as a thoroughly compelling calling card for writer, director, and star Desiree Akhavan. Synopsis: A secretly bisexual Brooklynite (Desiree Akhavan) from a traditional Persian family struggles with her identity and the disintegration of her... [More] Starring: Desiree Akhavan, Rebecca Henderson, Scott Adsit, Halley Feiffer Directed By: Desiree Akhavan #23 Dave (1993) 95% #23 Adjusted Score: 99383% Critics Consensus: Ivan Reitman's refreshingly earnest political comedy benefits from an understated, charming script and a breezy performance by Kevin Kline. Synopsis: Shifty White House chief of staff Bob Alexander (Frank Langella) hatches a scheme to use a double for the president... [More] Starring: Kevin Kline, Sigourney Weaver, Frank Langella, Ben Kingsley Directed By: Ivan Reitman #24 Groundhog Day (1993) 94% #24 Adjusted Score: 105707% Critics Consensus: Smart, sweet, and inventive, Groundhog Day highlights Murray's dramatic gifts while still leaving plenty of room for laughs. Synopsis: Phil (Bill Murray), a weatherman, is out to cover the annual emergence of the groundhog from its hole. He gets... [More] Starring: Bill Murray, Andie MacDowell, Chris Elliott, Stephen Tobolowsky Directed By: Harold Ramis #25 Palm Springs (2020) 94% #25 Adjusted Score: 110001% Critics Consensus: Strong performances, assured direction, and a refreshingly original concept make Palm Springs a romcom that's easy to fall in love with. Synopsis: Stuck in a time loop, two wedding guests develop a budding romance while living the same day over and over... [More] Starring: Andy Samberg, Cristin Milioti, J.K. Simmons, Meredith Hagner Directed By: Max Barbakow #26 Juno (2007) 94% #26 Adjusted Score: 102150% Critics Consensus: One of the brightest, funniest comedies of the year, Juno's smart script and direction are matched by assured performances in a coming-of-age story with a 21st century twist. Synopsis: When precocious teen Juno MacGuff becomes pregnant, she chooses a failed rock star and his wife to adopt her unborn... [More] Starring: Elliot Page, Michael Cera, Jennifer Garner, Jason Bateman Directed By: Jason Reitman #27 Manhattan (1979) 94% #27 Adjusted Score: 99331% Critics Consensus: One of Woody Allen's early classics, Manhattan combines modern, bittersweet humor and timeless romanticism with unerring grace. Synopsis: Director Woody Allen's love letter to New York City stars Allen as frustrated television writer Isaac Davis, a twice-divorced malcontent... [More] Starring: Woody Allen, Diane Keaton, Mariel Hemingway, Michael Murphy Directed By: Woody Allen #28 Some Like It Hot (1959) 94% #28 Adjusted Score: 100730% Critics Consensus: Some Like It Hot: A spry, quick-witted farce that never drags. Synopsis: After witnessing a Mafia murder, slick saxophone player Joe (Tony Curtis) and his long-suffering buddy, Jerry (Jack Lemmon), improvise a... [More] Starring: Tony Curtis, Jack Lemmon, Marilyn Monroe, George Raft Directed By: Billy Wilder #29 Bringing Up Baby (1938) 95% #29 Adjusted Score: 104074% Critics Consensus: With Katharine Hepburn and Cary Grant at their effervescent best, Bringing Up Baby is a seamlessly assembled comedy with enduring appeal. Synopsis: Harried paleontologist David Huxley (Cary Grant) has to make a good impression on society matron Mrs. Random (May Robson), who... [More] Starring: Katharine Hepburn, Cary Grant, Charlie Ruggles, May Robson Directed By: Howard Hawks #30 Fire Island (2022) 94% #30 Adjusted Score: 98371% Critics Consensus: Brought to life by a tremendously talented cast, the breezily entertaining Fire Island proves there are still fresh ways to update Austen. Synopsis: Set in the iconic Pines, Andrew Ahn's "Fire Island" is an unapologetic, modern-day rom-com showcasing a diverse, multicultural examination of... [More] Starring: Joel Kim Booster, Bowen Yang, Margaret Cho, Conrad Ricamora Directed By: Andrew Ahn #31 The Apartment (1960) 93% #31 Adjusted Score: 104006% Critics Consensus: Director Billy Wilder's customary cynicism is leavened here by tender humor, romance, and genuine pathos. Synopsis: Insurance worker C.C. Baxter (Jack Lemmon) lends his Upper West Side apartment to company bosses to use for extramarital affairs.... [More] Starring: Jack Lemmon, Shirley MacLaine, Fred MacMurray, Ray Walston Directed By: Billy Wilder #32 Moonstruck (1987) 93% #32 Adjusted Score: 97893% Critics Consensus: Led by energetic performances from Nicolas Cage and Cher, Moonstruck is an exuberantly funny tribute to love and one of the decade's most appealing comedies. Synopsis: No sooner does Italian-American widow Loretta (Cher) accept a marriage proposal from her doltish boyfriend, Johnny (Danny Aiello), than she... [More] Starring: Cher, Nicolas Cage, Vincent Gardenia, Olympia Dukakis Directed By: Norman Jewison #33 Enchanted (2007) 93% #33 Adjusted Score: 100138% Critics Consensus: A smart re-imagining of fairy tale tropes that's sure to delight children and adults, Enchanted features witty dialogue, sharp animation, and a star turn by Amy Adams. Synopsis: Banished by an evil queen, Princess Giselle (Amy Adams) from a fairy-tale world lands in modern Manhattan, where music, magic... [More] Starring: Amy Adams, Patrick Dempsey, James Marsden, Timothy Spall Directed By: Kevin Lima #34 About a Boy (2002) 93% #34 Adjusted Score: 98742% Critics Consensus: About a Boy benefits tremendously from Hugh Grant's layered performance, as well as a funny, moving story that tugs at the heartstrings without tilting into treacle. Synopsis: A comedy-drama starring Hugh Grant as Will, a rich, child-free and irresponsible Londoner in his thirties who, in search of... [More] Starring: Hugh Grant, Rachel Weisz, Toni Collette, Nicholas Hoult Directed By: Chris Weitz, Paul Weitz #35 Sabrina (1954) 93% #35 Adjusted Score: 97445% Critics Consensus: With its humorous script and its stars' immense charm, Sabrina remains a resonant romantic gem. Synopsis: Chauffeur's daughter Sabrina (Audrey Hepburn) returns home from two years in Paris a beautiful young woman, and immediately catches the... [More] Starring: Humphrey Bogart, Audrey Hepburn, William Holden, Walter Hampden Directed By: Billy Wilder #36 L.A. Story (1991) 93% #36 Adjusted Score: 95305% Critics Consensus: A romantic comedy that doubles as a love letter to the titular city, L.A. Story is Steve Martin at his silly, sweetly soulful best. Synopsis: Harris K. Telemacher (Steve Martin) has the easiest job in the world: he's a TV weatherman in Los Angeles, where... [More] Starring: Steve Martin, Victoria Tennant, Richard E. Grant, Marilu Henner Directed By: Mick Jackson #37 Silver Linings Playbook (2012) 92% #37 Adjusted Score: 102422% Critics Consensus: Silver Linings Playbook walks a tricky thematic tightrope, but David O. Russell's sensitive direction and some sharp work from a talented cast gives it true balance. Synopsis: After losing his job and wife, and spending time in a mental institution, Pat Solatano (Bradley Cooper) winds up living... [More] Starring: Bradley Cooper, Jennifer Lawrence, Robert De Niro, Jacki Weaver Directed By: David O. Russell #38 Love, Simon (2018) 92% #38 Adjusted Score: 103605% Critics Consensus: Love, Simon hits its coming-of-age beats more deftly than many entries in this well-traveled genre -- and represents an overdue, if not entirely successful, milestone of inclusion. Synopsis: Everyone deserves a great love story, but for 17-year-old Simon Spier, it's a little more complicated. He hasn't told his... [More] Starring: Nick Robinson, Josh Duhamel, Jennifer Garner, Tony Hale Directed By: Greg Berlanti #39 The Kids Are All Right (2010) 92% #39 Adjusted Score: 100256% Critics Consensus: Worthwhile as both a well-acted ensemble piece and as a smart, warm statement on family values, The Kids Are All Right is remarkable. Synopsis: Lesbian couple Jules (Julianne Moore) and Nic (Annette Bening) have been together for almost 20 years and have two teenage... [More] Starring: Julianne Moore, Annette Bening, Mark Ruffalo, Mia Wasikowska Directed By: Lisa Cholodenko #40 Shakespeare in Love (1998) 92% #40 Adjusted Score: 99214% Critics Consensus: Endlessly witty, visually rapturous, and sweetly romantic, Shakespeare in Love is a delightful romantic comedy that succeeds on nearly every level. Synopsis: "Shakespeare in Love" is a romantic comedy for the 1990s set in the 1590s. It imaginatively unfolds the witty, sexy... [More] Starring: Joseph Fiennes, Gwyneth Paltrow, Geoffrey Rush, Judi Dench Directed By: John Madden #41 The Heartbreak Kid (1972) 92% #41 Adjusted Score: 97576% Critics Consensus: An uproariously funny confluence of top-shelf talent, The Heartbreak Kid finds bittersweet humor in attitudes toward love and marriage in early '70s America. Synopsis: Soon after Lenny (Charles Grodin) marries Lila (Jeannie Berlin), the needy and unrefined side of her personality begins to emerge,... [More] Starring: Charles Grodin, Cybill Shepherd, Jeannie Berlin, Eddie Albert Directed By: Elaine May #42 High Fidelity (2000) 91% #42 Adjusted Score: 96650% Critics Consensus: The deft hand of director Stephen Frears and strong performances by the ensemble cast combine to tell an entertaining story with a rock-solid soundtrack. Synopsis: Rob Gordon (John Cusack) is the owner of a failing record store in Chicago, where he sells music the old-fashioned... [More] Starring: John Cusack, Iben Hjejle, Todd Louiso, Ja